Finding its true identity: The complete stereostructure of the marine pentacyclic triterpene polyether (+)‐enshuol is shown. Asymmetric total synthesis confirmed the configuration predicted on the basis of NMR spectroscopic data of the previously synthesized natural products aurilol and glabrescol, substructures of which are present in enshuol, and disproved an earlier prediction based on biogenetic considerations.

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The asymmetric synthesis of tetraol (+)-3, a degradation product derived from a C2 symmetric oxasqualenoid intricatetraol 1, has been achieved through the two-directional synthesis starting from diol 7, realizing the further additional assignment of the incomplete stereostructure of 1, the stereochemistry of which is difficult to determine otherwise.

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